Cool/fun places or events to take my 17 year old sibling on Friday night? (Serious replies only; nothing illegal)

**edit to say I'd be open to ideas for Saturday as well.

Looking for a cool place or event to take my brother on Friday night (5/30). He's an extremely good kid; not interested in drinking or drugs. However I feel he's buried himself too much in academia this school year and I'd like to shake things up for him a bit. He's already been to Flanigan's a million times lol.

About me/us - I'm born and raised in Miami but no longer live there so I'm a bit out of touch with what's going on in town. I do still visit regularly but you know how things change... I'm in my mid-30s. My brother and I are very close. We'd be open to a variety of events, whether it's like a concert/show or a place to walk around and people watch, whatever.